KEGG   ENZYME: 6.4.1.10
Entry
EC 6.4.1.10                 Enzyme                                 
Name
atromentin synthase;
atromentin synthetase;
invA1 (gene name);
invA2 (gene name);
invA5 (gene name);
greA (gene name);
atrA (gene name)
Class
Ligases;
Forming carbon-carbon bonds;
Ligases that form carbon-carbon bonds (only sub-subclass identified to date)
Sysname
3-(4-hydroxyphenyl)pyruvate:3-(4-hydroxyphenyl)pyruvate ligase (atromentin-forming)
Reaction(IUBMB)
2 ATP + 2 3-(4-hydroxyphenyl)pyruvate = 2 AMP + 2 diphosphate + atromentin (overall reaction) [RN:R13505];
(1a) ATP + 3-(4-hydroxyphenyl)pyruvate + [atromentin synthase] = AMP + diphosphate + 3-(4-hydroxyphenyl)pyruvoyl-[atromentin synthase] [RN:R13506];
(1b) ATP + 3-(4-hydroxyphenyl)pyruvate + 3-(4-hydroxyphenyl)pyruvoyl-[atromentin synthase] = AMP + diphosphate + atromentin + [atromentin synthase] [RN:R13507]
Reaction(KEGG)
Substrate
ATP [CPD:C00002];
3-(4-hydroxyphenyl)pyruvate [CPD:C01179];
[atromentin synthase];
3-(4-hydroxyphenyl)pyruvoyl-[atromentin synthase]
Product
AMP [CPD:C00020];
diphosphate [CPD:C00013];
atromentin [CPD:C23042];
3-(4-hydroxyphenyl)pyruvoyl-[atromentin synthase];
[atromentin synthase]
Comment
Requires Mg2+.The enzyme, found in some fungi such as members of the Boletales and Eurotiales order, is a non-ribosomal peptide synthase-like enzyme comprising three domains - an adelylation (A) domain, an ayl-carrier protein (ACP) domain, and a thioesterase (TE) domain. The enzyme activates 3-(4-hydroxyphenyl)pyruvate by adenylation and catalyses the dimerization/cyclization of two such molecules to form atromentin. Atromentin is a precursor for assorted metabolites produced by the fungi, including pulvinic acids and 2,5-diarylcyclopentenones.
History
EC 6.4.1.10 created 2025
Pathway
ec00350  Tyrosine metabolism
Orthology
K28347  atromentin synthase
Genes
CPUTCONPUDRAFT_170203 CONPUDRAFT_67809
SLASERLADRAFT_416588(nps3)
Reference
1  [PMID:18805498]
  Authors
Schneider P, Bouhired S, Hoffmeister D.
  Title
Characterization of the atromentin biosynthesis genes and enzymes in the homobasidiomycete Tapinella panuoides.
  Journal
Fungal Genet Biol 45:1487-96 (2008)
DOI:10.1016/j.fgb.2008.08.009
  Sequence
Reference
2  [PMID:22730234]
  Authors
Wackler B, Lackner G, Chooi YH, Hoffmeister D.
  Title
Characterization of the Suillus grevillei quinone synthetase GreA supports a nonribosomal code for aromatic alpha-keto acids.
  Journal
Chembiochem 13:1798-804 (2012)
DOI:10.1002/cbic.201200187
  Sequence
Reference
3  [PMID:26496685]
  Authors
Braesel J, Gotze S, Shah F, Heine D, Tauber J, Hertweck C, Tunlid A, Stallforth P, Hoffmeister D.
  Title
Three Redundant Synthetases Secure Redox-Active Pigment Production in the Basidiomycete Paxillus involutus.
  Journal
Chem Biol 22:1325-34 (2015)
DOI:10.1016/j.chembiol.2015.08.016
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 6.4.1.10
IUBMB Enzyme Nomenclature: 6.4.1.10
ExPASy - ENZYME nomenclature database: 6.4.1.10
BRENDA, the Enzyme Database: 6.4.1.10

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